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Tom Squire, founder of Osprey CFO

Hi, I’m Tom.

I founded Osprey CFO so business owners would have one person accountable for their finances — me — with a team of experienced, U.S.-based CPAs behind me. Based in Raleigh & Wake Forest, NC, working with clients nationwide.

Why I started Osprey

I came up in investment banking and private equity. It was good training — you learn how businesses actually make money, and how quickly things go sideways when nobody is watching the numbers. But I wanted to work directly with owners, not spreadsheets about them. So I left that world and started Osprey CFO.

What I kept seeing was the same problem: owners running excellent businesses without a clear picture of their own finances. When they went looking for help, they got handed to a rotating roster of strangers — nobody who knew their business, nobody accountable by name.

I’ll tell you plainly: I’m not a CPA. My job is to understand your problems as an owner and match you with the right person on our team — experienced, U.S.-based CPAs who run the accounting work itself. That division of labor is the whole point. You get someone whose only job is to know your business, and specialists who do the work right.

My day is spent talking with clients and managing those relationships. That’s not a side effect of how the firm works — it is how the firm works. I’ve always got time to speak with clients.

How I work

Competitors sell a roster. Osprey sells a person you can call.

I personally review every request

Nothing goes into a queue. When you reach out, it comes to me — and most clients hear back the same day.

You talk to a person who knows your business

Not a rotating cast, not a support inbox. You get me, specifically — with a team of experienced, U.S.-based CPAs behind the work.

Flat monthly fee, quoted up front

You’ll know exactly what it costs before you commit. No hourly billing, no meter running when you call me.

Hear it in my own words

Through our partnership with My DPC Story, I sat down with the podcast to talk about the financial side of running an independent practice.

Let’s talk about your business.

A 30-minute call with me — no obligation, no pitch deck. Or just call or email; I’ve always got time to speak with clients.

(984) 382-7841 • tom@ospreycfo.com

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